Place oven rack in center position and preheat to 350-F.
Line the bottom of two (9-inch) cake pans with parchment paper.
In a large bowl, add olive oil, sugar, vanilla extract, and eggs. Use a hand mixer to beat until just combined. Do not over mix.
Add milk and buttermilk. Beat to combine. Do not over mix.
Sift in flour, cocoa powder, baking soda, and sea salt; mix well.
Add boiling water and mix on low until combined.
Pour into prepared cake pans. Bake for 20-25 minutes (or until internal temperature reaches between 205-210-F). The center will rise and a toothpick inserted into the center should come out clean.
Allow pans to cool on wire rack for 10 minutes. Then run a knife around the edge and remove from pans. Allow to cool on wire rack for 1 hour.
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